31249-95-3

Basic information

• Product Name: 1,4,10-TRIOXA-7,13-DIAZACYCLOPENTADECANE
• Synonyms: 1,7,10-Trioxa-4,13-diazacyclopentadecane;KRYPTOFIX(R) 21;KRYPTOFIX 21;4,10-DIAZA-15-CROWN 5-ETHER;1,7-DIAZA-15-CROWN-5;1,4,10-TRIOXA-7,13-DIAZACYCLOPENTADECANE;KRYPTOFIX 21 97+%;1,7-DIAZA-15-CROWN-5 99%
• CAS NO: 31249-95-3
• Molecular Formula: C₁₀H₂₂N₂O₃
• Molecular Weight: 218.29
• EINECS: 250-530-3
• Product Categories: FDG Chemicals;Azacrown Ethers;Crown Ethers;Functional Materials;Macrocycles for Host-Guest Chemistry;CMLLYL
• Mol File: 31249-95-3.mol
• Article Data: 13

Chemical Properties

• Melting Point: 88-91 °C(lit.)
• Boiling Point: 358.98°C (rough estimate)
• Flash Point: 144.5 °C
• Appearance: transparent to off-white flakes
• Density: 1.0839 (rough estimate)
• Vapor Pressure: 3.04E-05mmHg at 25°C
• Refractive Index: 1.4710 (estimate)
• Storage Temp.: 0-6°C
• PKA: 9.05±0.20(Predicted)
• CAS DataBase Reference: 1,4,10-TRIOXA-7,13-DIAZACYCLOPENTADECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,10-TRIOXA-7,13-DIAZACYCLOPENTADECANE(31249-95-3)
• EPA Substance Registry System: 1,4,10-TRIOXA-7,13-DIAZACYCLOPENTADECANE(31249-95-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: YJ9520000
• F: 10
• Hazardous Substances Data: 31249-95-3(Hazardous Substances Data)

Usage

Chemical Properties

transparent to off-white flakes

InChI:InChI=1/C10H22N2O3/c1-5-13-6-2-12-4-8-15-10-9-14-7-3-11-1/h11-12H,1-10H2/p+2

Upstream product

• 2752-17-2 2,2'-diaminodiethyl ether 
• 36839-55-1 1,2-bis-(2-iodoethoxy)ethane 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 
• 19249-03-7 triethylene glycol di-(p-toluenesulfonate) 
• 59559-06-7 1,8-diazido-3,6-dioxaoctane 
• 54665-51-9 3,6-dioxaoctanedioic acid dimethylester 
• 929-59-9 3,6-dioxa-1,8-diaminooctane 
• 59945-35-6 N,N'-((ethane-1,2-diylbis(oxy))bis(ethane-2,1-diyl))bis(4-methylbenzenesulfonamide) 
• 31255-10-4 1,2-bis-(2-bromo-ethoxy)-ethane 
• 94195-16-1 7,13-dibenzyl-7,13-diaza-1,4,10-trioxacyclopentadecane 
• 136809-46-6 1,10-diaza-4,7,13-trioxacyclopentadeca-2,9-dione 
• 74461-33-9 7,13-bis(p-tolylsulphonyl)-1,4,10-trioxa-7,13-diazacyclopentadecane 
• 50977-92-9 1,14-dihydroxy-3,12-diaza-6,9-dioxatetradecane 
• 30989-20-9 1,4,10-trioxa-7,13-diaza-cyclopentadecane-8,12-dione 

Downstream Products

• 113917-86-5 7,13-bis<2-(tolylsulphonylamino)ethyl>-1,4,10-trioxa-7,13-diazacyclopentadecane 
• 94195-16-1 7,13-dibenzyl-7,13-diaza-1,4,10-trioxacyclopentadecane 
• 211795-61-8 7-(2-Methoxy-benzyl)-1,4,10-trioxa-7,13-diaza-cyclopentadecane 
• 128622-28-6 12,16-dihydroxy-14-benzyl-4,7,20-trioxa-1,10,14-triazabicyclo<8.7.5>docosane 
• 130985-64-7 N,N'-bis(2-pyridylmethyl)diaza-15-crown-5 

Relevant articles and documents

An Improved One-Step Method to Prepare Diaza-crown Ethers and the Cation Complexation Properties of 4,10-Diaza-18-Crown-6 with Two Transition Metal Ions

4,10-Diaza-15-crown-5, 4,10-diaza-18-crown-6, 4,13-diaza-21-crown-7, and 4,16-diaza-24-crown-8 were prepared by an improved method from the appropriate oligothylene glycol diiodides and diamines.The thermodynamic values of log K, ΔH and ΔS for the interaction of 4,10-diaza-18-crown-6 with Pb2+ and Ag+ were determined by a calorimetric titration method and compared with thermodynamic values for interactions of 4,13-diaza-18-crown-6 with the same cations.The thermodynamic values were found to be different for the two diaza-crown ligands. 4,10-Diaza-18-crown-6 and its 4,13-diaza-crown analog formed precipitates when treated with Co2+, Cd2+, Cu2+, and Ni2+ so that no thermodynamic data are reported for these interactions.

The Complexation of Alkaline Cations by Crown Ethers and Cryptand in Acetone

Stability constants and thermodynamic values for the complex formation of alkali ions by crown ethers, diaza crown ethers and cryptands have been measured by means of potentiometric and calorimetric titrations in acetone as solvent.The interactions between the ligands and solvent molecules play an important role for the complex formation.Cryptands form the most stable complexes with alkali ions if inclusion complexes are formed.Even in the case that the salts are not completely dissociated in acetone the presence of ion pairs does not influence the calculated values of the stability constants.

MACROHETEROCYCLES. PART 44. FACILE SYNTHESIS OF AZACROWN ETHERS AND CRYPTANDS IN A TWO-PHASE SYSTEM

A facile procedure is proposed for the preparation of azacrown ethers and cryptands by condensation of dibromides or ethylene glycol bis(toluene-p-sulphonate)s with acyclic bis(sulphonamide)s or with bisdiazacrown ethers, respectively.The reaction was carried out in a two-phase system of aqueous alkali-toluene (benzene)in the presence of quaternary ammonium salts as phase transfer catalysts.The catalytic activity decreased in the sequence: Bu4NI ca.Bu4NBr > Bu4NCl > Bu4NHSO4 > Et3NCH2C6H5NCl.Maximum yields of twelve-membered azacrown ethers are obtained when lithium hydroxide is used, while crown ethers of larger size are observed in the presence of sodium or potassium hydroxides; this may be due to a template effect.